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M-031

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Morphine-3-β-D-glucuronide solution

1 mg/mL in methanol with 0.05% NaOH, ampule of 1 mL, certified reference material, Cerilliant®

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About This Item

Empirical Formula (Hill Notation):
C23H27NO9
CAS Number:
Molecular Weight:
461.46
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material

form

liquid

packaging

ampule of 1 mL

manufacturer/tradename

Cerilliant®

drug control

Narcotic Licence Schedule A (Switzerland); estupefaciente (Spain); Decreto Lei 15/93: Tabela IA (Portugal)

concentration

1 mg/mL in methanol with 0.05% NaOH

technique(s)

gas chromatography (GC): suitable
liquid chromatography (LC): suitable

application(s)

forensics and toxicology

format

single component solution

storage temp.

2-8°C

SMILES string

O[C@@H](C=C1)[C@H]2[C@](C1[C@H]3C4)(CCN3C)C5=C4C=CC(O[C@H]6[C@H](O)[C@@H](O)[C@H](O)[C@@H](C(O)=O)O6)=C5O2

InChI

1S/C23H27NO9/c1-24-7-6-23-10-3-4-12(25)20(23)32-18-13(5-2-9(14(18)23)8-11(10)24)31-22-17(28)15(26)16(27)19(33-22)21(29)30/h2-5,10-12,15-17,19-20,22,25-28H,6-8H2,1H3,(H,29,30)/t10?,11-,12+,15+,16+,17-,19+,20+,22-,23+/m1/s1

InChI key

WAEXKFONHRHFBZ-RURUVCMVSA-N

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General description

A certified solution standard of Morphine-3-ß-D-glucuronide at a concentration of 1.0 mg/mL for high volumes of sample testing. This certified solution standard is suitable for LCMS or GCMS applications including forensic analysis or urine drug testing.

Application


  • Morphine-3-β-ᴅ-glucuronide (M3G) Solution in Clinical Analysis: The use of M3G glucuronide standard in liquid chromatography-tandem mass spectrometry has been validated for quantifying analgesics and sedatives in human plasma, with applications in intensive care and neurological death determination studies. This underlines the solution′s critical role in pharmacokinetic research of morphine metabolites within pharmaceutical sciences (Jutras et al., 2020).

  • Opioid Metabolite Research with M3G: Analysis of opiate and opiate metabolites, including M3G, in urine after consumption of cold syrups by LC-MS/MS, emphasizes the solution′s importance in biochemical assays of morphine derivatives. This research is integral for monitoring drug abuse and optimizing therapeutic strategies in the pharma and biotech sectors (Yen YT et al., 2020).

  • Electrophoresis-based Determination of M3G: Capillary electrophoresis-mass spectrometry has determined morphine and its isobaric glucuronide metabolites, including M3G, as an essential biochemistry tool for studying opioid metabolism. Such methods enable accurate profiling of drug metabolism, serving both research and clinical diagnostic purposes (Isbell TA et al., 2015).

  • M3G Metabolism and UGT2B7 Enzyme: The catalysis of M3G glucuronidation and glucosidation by UDP-glucuronosyltransferase 2B7 highlights the solution′s use in uncovering complementary metabolic pathways of morphine. The findings have significant implications for the biochemist′s understanding of drug metabolism pathways in pharmaceutical research (Chau N et al., 2014).

  • Stability Assessment in Sewage Epidemiology: The stability of drug biomarkers, including M3G in municipal wastewater, influences the estimation of drug consumption. Using high-purity M3G solution as a research standard aids in sewage epidemiology and environmental monitoring (Senta I et al., 2014).


Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany

related product

Product No.
Description
Pricing

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

51.8 °F - closed cup

Flash Point(C)

11 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Yoshitaka Hasegawa et al.
The Journal of pharmacy and pharmacology, 62(3), 310-314 (2010-05-22)
The aim was to investigate the pharmacokinetics of morphine and its metabolite, morphine-3-glucuronide (M3G), in a rat model of streptozotocin (STZ)-induced diabetes. Morphine (15 mg/kg) was administered intravenously, and the concentrations of morphine and M3G in the plasma, urine and
Arief Nurrochmad et al.
Drug metabolism and pharmacokinetics, 25(3), 262-273 (2010-07-09)
The formation of morphine-3-glucuronide (M-3-G, pharmacologically inactive) and morphine-6-glucuronide (M-6-G, active metabolite) by liver microsomes from humans and rodents, including chimeric mice carrying human liver, was evaluated in the presence of fatty acyl-CoAs. Medium- to long-chain fatty acyl-CoAs, including oleoyl-CoAs
Michael R Due et al.
Journal of neuroinflammation, 9, 200-200 (2012-08-18)
Multiple adverse events are associated with the use of morphine for the treatment of chronic non-cancer pain, including opioid-induced hyperalgesia (OIH). Mechanisms of OIH are independent of opioid tolerance and may involve the morphine metabolite morphine-3-glucuronide (M3G). M3G exhibits limited
Maarten Swartjes et al.
Molecular medicine (Cambridge, Mass.), 18, 1320-1326 (2012-09-25)
Opioid-induced hyperalgesia (OIH) is a paradoxical increase in pain perception that may manifest during opioid treatment. For morphine, the metabolite morphine-3-glucuronide (M3G) is commonly believed to underlie this phenomenon. Here, in three separate studies, we empirically assess the role of
Kenjiro Nagaoka et al.
Drug metabolism and pharmacokinetics, 27(4), 388-397 (2012-01-14)
UDP-glucuronosyltransferases (UGTs) are glycoproteins in endoplasmic reticulum membranes. UGT2B7 is an important UGT isoenzyme expressed in human liver and glucuronidates various endogenous and exogenous substances. Although this enzyme has three potential N-glycosylation sites (asparagine at positions 67, 68 and 315)

Protocols

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

Optimize β-glucuronidase hydrolysis for glucuronide metabolite analysis considering factors like time, temperature, pH, and enzyme concentration.

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